Dimethylformamide dimethyl acetal → N'-(3-Cyano-6-propylpyrazin-2-yl)-N,N-dimethylformamidine

HRID 607326Notes

Reaction equation

HRID 607326 reaction equation
[NH2:1][C:2]1[C:3]([C:11]#[N:12])=[N:4][CH:5]=[C:6]([CH2:8][CH2:9][CH3:10])[N:7]=1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>C1(C)C=CC=CC=1>[C:11]([C:3]1[C:2]([N:1]=[CH:15][N:16]([CH3:18])[CH3:17])=[N:7][C:6]([CH2:8][CH2:9][CH3:10])=[CH:5][N:4]=1)#[N:12]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 123483833-Amino-5-propylpyrazine-2-carbonitrile

Product 1

HCID 66808636N'-(3-Cyano-6-propylpyrazin-2-yl)-N,N-dimethylformamidineYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3-amino-5-propylpyrazine-2-carbonitrile (0.140 g, 0.863 mmol) (prepared according to the method of Taylor and LaMattina, JOC 1977, 47, 1523) and dimethylformamide dimethylacetal (0.123 g, 1.04 mmol, 1.2 eq) in toluene (10 mL) was heated under reflux for 2 h. The mixture was cooled to room temperature and the solvent evaporated under reduced pressure to provide the title compound (0.188 mg, 100%) as a thick oil.

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureunder reflux for 2 h
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-8f43a154c2f04bb89e53e51f9fd69137
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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